US20090298882A1 - Thioxoisoindoline compounds and compositions comprising and methods of using the same - Google Patents
Thioxoisoindoline compounds and compositions comprising and methods of using the same Download PDFInfo
- Publication number
- US20090298882A1 US20090298882A1 US12/465,591 US46559109A US2009298882A1 US 20090298882 A1 US20090298882 A1 US 20090298882A1 US 46559109 A US46559109 A US 46559109A US 2009298882 A1 US2009298882 A1 US 2009298882A1
- Authority
- US
- United States
- Prior art keywords
- amino
- dione
- compound
- piperidine
- thioxoisoindolin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
Links
- 0 *=C1CCC(N2C([5*])C3=C([1*])C([2*])=C([3*])C([4*])=C3C2[6*])C(=[7*])N1 Chemical compound *=C1CCC(N2C([5*])C3=C([1*])C([2*])=C([3*])C([4*])=C3C2[6*])C(=[7*])N1 0.000 description 13
- NMWXVDOUJNRTSM-UHFFFAOYSA-N NC1=C2CN(C3CCC(=O)NC3=O)C(=S)C2=CC=C1 Chemical compound NC1=C2CN(C3CCC(=O)NC3=O)C(=S)C2=CC=C1 NMWXVDOUJNRTSM-UHFFFAOYSA-N 0.000 description 1
- VKEQCWZCXAGWJM-UHFFFAOYSA-N NC1=C2CN(C3CCC(=S)NC3=O)C(=S)C2=CC=C1 Chemical compound NC1=C2CN(C3CCC(=S)NC3=O)C(=S)C2=CC=C1 VKEQCWZCXAGWJM-UHFFFAOYSA-N 0.000 description 1
- FJDUYDCKZJGBIC-UHFFFAOYSA-N O=C1NC(=S)CCC1N1CC2=C([N+](=O)[O-])C=CC=C2C1=S Chemical compound O=C1NC(=S)CCC1N1CC2=C([N+](=O)[O-])C=CC=C2C1=S FJDUYDCKZJGBIC-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Definitions
- thioxo isoindoline compounds and pharmaceutically acceptable salts, solvates (e.g., hydrates), or stereoisomers thereof.
- the terms “manage,” “managing” and “management” refer to preventing or slowing the progression, spread or worsening of a disease or disorder, or of one or more symptoms thereof. In certain cases, the beneficial effects that a subject derives from a prophylactic or therapeutic agent do not result in a cure of the disease or disorder.
- compounds provided herein can control angiogenesis or inhibit the production of certain cytokines including, but not limited to, TNF- ⁇ , IL-1 ⁇ , IL-12, IL-18, GM-CSF, and/or IL-6.
- diseases or disorders include, but are not limited to, cancer, disorders associated with angiogenesis, pain including, but not limited to, Complex Regional Pain Syndrome (“CRPS”), Macular Degeneration (“MD”) and related syndromes, skin diseases, pulmonary disorders, asbestos-related disorders, parasitic diseases, immunodeficiency disorders, CNS disorders, CNS injury, atherosclerosis and related disorders, dysfunctional sleep and related disorders, hemoglobinopathy and related disorders (e.g., anemia), TNF ⁇ related disorders, and other various diseases and disorders.
- CRPS Complex Regional Pain Syndrome
- MD Macular Degeneration
- diseases or disorders include, but are not limited to, cancer, disorders associated with angiogenesis, pain including, but not limited to, Complex Regional Pain Syndrome (“CRPS”), Macular Degeneration (“MD”) and related syndromes, skin diseases, pulmonary disorders, asbestos-related disorders, parasitic diseases, immunodeficiency disorders, CNS disorders, CNS injury, atherosclerosis and related disorders, dysfunctional sleep and related disorders, hemoglobinopathy and related disorders (e.g., anemia), T
- pain examples include, but are not limited to those described in U.S. patent publication no. 2005/0203142, published Sep. 15, 2005, which is incorporated herein by reference.
- Specific types of pain include, but are not limited to, nociceptive pain, neuropathic pain, mixed pain of nociceptive and neuropathic pain, visceral pain, migraine, headache and post-operative pain.
- vascular intervention includes diseases of the cardiovascular and renal system, such as, but not limited to, renal angioplasty, percutaneous coronary intervention (PCI), percutaneous transluminal coronary angioplasty (PTCA), carotid percutaneous transluminal angioplasty (PTA), coronary by-pass grafting, angioplasty with stent implantation, peripheral percutaneous transluminal intervention of the iliac, femoral or popliteal arteries, and surgical intervention using impregnated artificial grafts.
- PCI percutaneous coronary intervention
- PTCA percutaneous transluminal coronary angioplasty
- PTA carotid percutaneous transluminal angioplasty
- coronary by-pass grafting angioplasty with stent implantation
- peripheral percutaneous transluminal intervention of the iliac, femoral or popliteal arteries and surgical intervention using impregnated artificial grafts.
- the following chart provides a listing of the major systemic arteries that may be in need of treatment, all of which are
- second active agent examples include, but are not limited to, a tricyclic antidepressant agent, a selective serotonin reuptake inhibitor, an antiepileptic agent (gabapentin, pregabalin, carbamazepine, oxcarbazepine, levitiracetam, topiramate), an antiaryhthmic agent, a sodium channel blocking agent, a selective inflammatory mediator inhibitor, an opioid agent, a second immunomodulatory compound, a combination agent, and other known or conventional agents used in sleep therapy.
- a tricyclic antidepressant agent a selective serotonin reuptake inhibitor
- an antiepileptic agent gabapentin, pregabalin, carbamazepine, oxcarbazepine, levitiracetam, topiramate
- an antiaryhthmic agent a sodium channel blocking agent
- a selective inflammatory mediator inhibitor an opioid agent
- a second immunomodulatory compound a combination agent
- a method of reducing, treating and/or preventing adverse or undesired effects associated with conventional therapy including, but not limited to, surgery, chemotherapy, radiation therapy, hormonal therapy, biological therapy and immunotherapy.
- Compounds provided herein and other active ingredients can be administered to a patient prior to, during, or after the occurrence of the adverse effect associated with conventional therapy.
- a compound provided herein is administered daily and continuously for three or four weeks at a dose of from about 0.1 mg to about 500 mg per day, followed by a rest of one or two weeks.
- the dose can be from about 1 mg to about 300 mg, from about 0.1 mg to about 150 mg, from about 1 mg to about 200 mg, from about 10 mg to about 100 mg, from about 0.1 mg to about 50 mg, from about 1 mg to about 50 mg, from about 10 mg to about 50 mg, from about 20 mg to about 30 mg, or from about 1 mg to about 20 mg, followed by a rest.
- the active compound is included in the pharmaceutically acceptable carrier in an amount sufficient to exert a therapeutically useful effect in the absence of undesirable side effects on the patient treated.
- the therapeutically effective concentration may be determined empirically by testing the compound in in vitro and in vivo systems described herein and then extrapolated therefrom for dosages for humans.
- the compound could be provided in a composition that protects it from the acidic environment of the stomach.
- the composition can be formulated in an enteric coating that maintains its integrity in the stomach and releases the active compound in the intestine.
- the composition may also be formulated in combination with an antacid or other such ingredient.
- Solvents include glycerin, sorbitol, ethyl alcohol and syrup.
- preservatives include glycerin, methyl and propylparaben, benzoic add, sodium benzoate and alcohol.
- non-aqueous liquids utilized in emulsions include mineral oil and cottonseed oil.
- emulsifying agents include gelatin, acacia, tragacanth, bentonite, and surfactants such as polyoxyethylene sorbitan monooleate.
- Suspending agents include sodium carboxymethylcellulose, pectin, tragacanth, Veegum and acacia.
- Diluents include lactose and sucrose.
- Injectables are designed for local and systemic administration.
- a therapeutically effective dosage is formulated to contain a concentration of at least about 0.1% w/w up to about 90% w/w or more, such as more than 1% w/w of the active compound to the treated tissue(s).
- the active ingredient may be administered at once, or may be divided into a number of smaller doses to be administered at intervals of time. It is understood that the precise dosage and duration of treatment is a function of the tissue being treated and may be determined empirically using known testing protocols or by extrapolation from in vivo or in vitro test data. It is to be noted that concentrations and dosage values may also vary with the age of the individual treated.
Landscapes
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/465,591 US20090298882A1 (en) | 2008-05-13 | 2009-05-13 | Thioxoisoindoline compounds and compositions comprising and methods of using the same |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12742208P | 2008-05-13 | 2008-05-13 | |
US12/465,591 US20090298882A1 (en) | 2008-05-13 | 2009-05-13 | Thioxoisoindoline compounds and compositions comprising and methods of using the same |
Publications (1)
Publication Number | Publication Date |
---|---|
US20090298882A1 true US20090298882A1 (en) | 2009-12-03 |
Family
ID=40941923
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US12/465,591 Abandoned US20090298882A1 (en) | 2008-05-13 | 2009-05-13 | Thioxoisoindoline compounds and compositions comprising and methods of using the same |
Country Status (2)
Country | Link |
---|---|
US (1) | US20090298882A1 (fr) |
WO (1) | WO2009139880A1 (fr) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20130143922A1 (en) * | 2011-12-02 | 2013-06-06 | Nigel H. Greig | Thio compounds |
US10730835B2 (en) | 2015-09-30 | 2020-08-04 | The United States Of America, As Represented By The Secretary, Health And Human Services | Thalidomide analogs and methods of use |
US11407732B1 (en) | 2019-04-12 | 2022-08-09 | C4 Therapeutics, Inc. | Tricyclic degraders of Ikaros and Aiolos |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA2867134C (fr) | 2011-03-28 | 2019-05-07 | Sheila Dewitt | Composes de 2',6'-dioxo-3'-deutero-piperidin-3-yl-isoindoline |
WO2014110558A1 (fr) | 2013-01-14 | 2014-07-17 | Deuterx, Llc | Dérivés de 3-(5-substituté-4-oxoquinazolin-3(4h)-yl)-3-deutéro-pipéridine-2,6-dione |
AU2014236597A1 (en) | 2013-03-14 | 2015-09-24 | Deuterx, Llc | 3-(substituted-4-oxo-quinazolin-3(4H)-yl)-3-deutero-piperidine-2,6-dione derivatives |
US9809603B1 (en) | 2015-08-18 | 2017-11-07 | Deuterx, Llc | Deuterium-enriched isoindolinonyl-piperidinonyl conjugates and oxoquinazolin-3(4H)-yl-piperidinonyl conjugates and methods of treating medical disorders using same |
CN109562107A (zh) | 2016-05-10 | 2019-04-02 | C4医药公司 | 用于靶蛋白降解的杂环降解决定子体 |
CN109641874A (zh) | 2016-05-10 | 2019-04-16 | C4医药公司 | 用于靶蛋白降解的c3-碳连接的戊二酰亚胺降解决定子体 |
EP3454862A4 (fr) | 2016-05-10 | 2020-02-12 | C4 Therapeutics, Inc. | Dégronimères spirocycliques pour la dégradation de protéines cibles |
EP3641762A4 (fr) | 2017-06-20 | 2021-03-10 | C4 Therapeutics, Inc. | Dégrons et dégronimères à liaison n/o pour la dégradation de protéines |
EP3679026A1 (fr) | 2017-09-04 | 2020-07-15 | C4 Therapeutics, Inc. | Glutarimide |
WO2019043217A1 (fr) | 2017-09-04 | 2019-03-07 | F. Hoffmann-La Roche Ag | Dihydrobenzimidazolones |
WO2019043208A1 (fr) | 2017-09-04 | 2019-03-07 | F. Hoffmann-La Roche Ag | Dihydroquinolinones |
WO2019099868A2 (fr) | 2017-11-16 | 2019-05-23 | C4 Therapeutics, Inc. | Agents de dégradation et dégrons pour dégradation protéique ciblée |
JP2021519337A (ja) | 2018-03-26 | 2021-08-10 | シー4 セラピューティクス, インコーポレイテッド | Ikarosの分解のためのセレブロン結合剤 |
CN112312904A (zh) | 2018-04-16 | 2021-02-02 | C4医药公司 | 螺环化合物 |
EP3578561A1 (fr) | 2018-06-04 | 2019-12-11 | F. Hoffmann-La Roche AG | Spirocomposés |
KR20240002206A (ko) * | 2022-06-24 | 2024-01-04 | 주식회사 아이비스바이오 | 신규한 면역조절아마이드 유도체, 이의 제조방법 및용도 |
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US4994443A (en) * | 1982-12-20 | 1991-02-19 | The Children's Medical Center Corporation | Inhibition of angiogenesis |
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Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2529190T3 (es) * | 1996-07-24 | 2015-02-17 | Celgene Corporation | 2-(2,6-dioxopiperidin-3-il)-ftalimidas sustituidas por amino para reducir los niveles de TNF-alfa |
-
2009
- 2009-05-13 US US12/465,591 patent/US20090298882A1/en not_active Abandoned
- 2009-05-13 WO PCT/US2009/002980 patent/WO2009139880A1/fr active Application Filing
Patent Citations (69)
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---|---|---|---|---|
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